A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Search and Rent Longboat Key Condos

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Longboat Key condo rentals

A wooden pathway leading to a beach with lush greenery and a clear sky.

1. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (86 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
$321 nightly
The price is $358
Oct 12 - Oct 13
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
A beach with clear turquoise water and a sandy shore.

2. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (84 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
$280 nightly
The price is $311
Oct 18 - Oct 19
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
A wooden pathway leading to a beach with lush greenery on either side.

3. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
$273 nightly
The price is $304
Oct 12 - Oct 13
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

4. Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (34 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
$273 nightly
The price is $304
Oct 19 - Oct 20
Total with taxes and fees
Silver Sands Serenity – Unit 234 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

5. 1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (99 reviews)
"Great view, clean, beautiful!"
United States
Bethany
$339 nightly
The price is $377
Oct 29 - Oct 30
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA
A beach with clear turquoise water and a sandy shore.

6. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
$358 nightly
The price is $394
Oct 14 - Oct 15
Total with taxes and fees
Best views of the beach from your balcony Unit 301
A beach view from a balcony with a railing, ocean, and beach vegetation.

7. Vitamin Sea: November & December Availability!

Vitamin Sea: November & December Availability!
Longboat Key
10.0 out of 10, Exceptional, (100 reviews)
"Just got back from our long weekend trip to Longboat Key. Had a marvelous stay in the Vitamin Sea property. Everything was just perfect - really nice unit with all the necessities already stocked, steps from a beautiful beach and gorgeous sunsets, and great amenities (to include miniature golf)! Great pool for morning swims. Our host, Heidi, was a gem! Easy reservation/check-in and always making sure we had everything we needed. She even surprised us with a shell ornament gift and cinnamon...
United States
Richard
$374 nightly
The price is $417
Nov 4 - Nov 5
Total with taxes and fees
Vitamin Sea: November & December Availability!
A beach with clear blue water and a sandy shore, framed by green foliage.

8. Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.2 out of 10, Very good, (25 reviews)
"Excellent place to stay. "
United States
Hadley R.
$318 nightly
The price is $354
Oct 19 - Oct 20
Total with taxes and fees
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
A sandy beach path flanked by dense green foliage leading to the ocean.

9. Coastal Comfort – Beach Castle #26 by RVA

Coastal Comfort – Beach Castle #26 by RVA
Longboat Key
9.6 out of 10, Exceptional, (48 reviews)
"Stayed 5 days. Lovely condo, everything we needed was there."
United States
Grace E.
$297 nightly
The price is $331
Oct 18 - Oct 19
Total with taxes and fees
Coastal Comfort – Beach Castle #26 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

10. Relax, Recharge & Repeat – Silver Sands #241 by RVA

Relax, Recharge & Repeat – Silver Sands #241 by RVA
Longboat Key
9.4 out of 10, Exceptional, (46 reviews)
"Great location! Beach steps away. Relaxing pool. Clean unit"
United States
Deborah F.
$349 nightly
The price is $390
Nov 1 - Nov 2
Total with taxes and fees
Relax, Recharge & Repeat – Silver Sands #241 by RVA
A room with a large window overlooking a beach, a round table with chairs, and a wicker chair with a cushion.

11. The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (89 reviews)
"Great location and great views!"
United States
Mark H.
$344 nightly
The price is $383
Oct 18 - Oct 19
Total with taxes and fees
The Beach on Longboat Key #227 Resort by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

12. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (44 reviews)
"Beach was perfect!"
United States
Carmela D.
$313 nightly
The price is $349
Oct 15 - Oct 16
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A balcony with a view of a beach, a pool, and palm trees.

13. Direct Oceanview: Open October 26th - 29th!

Direct Oceanview: Open October 26th - 29th!
Longboat Key
10.0 out of 10, Exceptional, (135 reviews)
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
United States
Gina
$378 nightly
The price is $422
Nov 9 - Nov 10
Total with taxes and fees
Direct Oceanview: Open October 26th - 29th!
A beach with clear turquoise water and a sandy shore.

14. Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (79 reviews)
"It was nice. Enjoyed being on the beach and having a feeling of spaciousness."
United States
Eloisa A.
$330 nightly
The price is $368
Oct 18 - Oct 19
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

15. Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (111 reviews)
"Great location!"
United States
jeannie b.
$347 nightly
The price is $387
Oct 18 - Oct 19
Total with taxes and fees
Gulf Front Escape – Silver Sands #252 by RVA
A balcony with a view of a beach, a pool, and beach chairs.

16. Seaside Escape!

Seaside Escape!
Longboat Key
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely cannot beat the view and location! We had a lovely time and would definitely stay again."
United States
Ashley G.
$395 nightly
The price is $441
Oct 23 - Oct 24
Total with taxes and fees
Seaside Escape!
A wooden pathway leading to a beach with lush greenery and a clear sky.

17. Coastal Comfort – Silver Sands Resort #233 by RVA

Coastal Comfort – Silver Sands Resort #233 by RVA
Longboat Key
8.8 out of 10, Excellent, (36 reviews)
"3rd time here already booked another trip. So easy! Love it here!"
United States
Emily
$298 nightly
The price is $332
Oct 14 - Oct 15
Total with taxes and fees
Coastal Comfort – Silver Sands Resort #233 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

18. Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Bliss on Longboat Key- Steps to the sand
Longboat Key
8.6 out of 10, Excellent, (23 reviews)
"It was a good place it was smaller than I thought but it was perfect for 2 people!"
United States
Pacey D.
$369 nightly
The price is $411
Oct 12 - Oct 13
Total with taxes and fees
Beachfront Bliss on Longboat Key- Steps to the sand
A view of a resort with a pool, tennis court, and a beach.

19. Fall sale ready for a luxury 5-floor penthouse 60 ft from water,

Fall sale ready for a luxury 5-floor penthouse 60 ft from water,
Longboat Key
10.0 out of 10, Exceptional, (219 reviews)
"Comfortable unit with a great view."
United States
Joan I.
$544 nightly
The price is $606
Oct 13 - Oct 14
Total with taxes and fees
Fall sale ready for a luxury 5-floor penthouse 60 ft from water,
The Beach at Longboat Key - 15 condos!

20. Beach Bliss!

Beach Bliss!
Longboat Key
9.8 out of 10, Exceptional, (20 reviews)
"Heidi was fantastic! She responded to all email questions before our stay. She sent helpful text messages, right before our stay with recommendations for our visit. Followed up during stay also to make sure there were no issues or questions with the property. Would rent again from her; great host!"
United States
Eileen
$384 nightly
The price is $427
Oct 19 - Oct 20
Total with taxes and fees
Beach Bliss!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Longboat Key Hotel Reviews

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"Beach view and staff"
Alexis 2-night trip
Posted 1 day ago
The St. Regis Longboat Key Resort

Price trends for Condo Rentals in Longboat Key

Less expensive
More expensive
This month
Next month
September
March
$392
$407
Month
Price
January
$443
February
$563
March
$567
April
$460
May
$420
June
$473
July
$467
August
$409
September
$382
October
$392
November
$407
December
$446
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,400
Accommodation
553 Condo Rentals
Lowest Price
$304
Highest Price
$606

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